I sat down with Cameron Brister from SquarePlanIT to talk about the real-world decisions MSP owners are making right now. AI is changing fast, clients want to use new tools yesterday, and we still have to think about security, permissions, data, and supportability. Cameron makes a great point that we cannot become the department of no, but we also cannot pretend every shiny new tool is ready to roll out to clients.

We also get into the less glamorous but very real work of running an IT business: migrating from Autotask to Halo, planning a move from Datto RMM to Ninja, dealing with relentless vendor outreach, and figuring out whether marketing is actually working. Cameron shares why he sees AI as a back-office helper for things like ticket triage and research, why community involvement builds long-term trust, and why saying no to the wrong client can be a sign of operational maturity instead of a missed opportunity.

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=== Guest: Cameron Brister

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I had a great conversation with Mike Glasman, president of Vitalpoints IT Services in Los Angeles, because he came into the MSP world from a path many of us did not take. Mike spent years in channel and enterprise technology sales, working around major vendors and large solution providers before he became an MSP owner. That background taught him how to get in front of customers, ask better questions, evaluate vendors, and build credibility around difficult technical problems, even though he does not position himself as the person who has to fix every ticket.

What really stood out to me was Mike’s insistence that the owner cannot be the single point of failure. He outsourced help desk work from the beginning, built a bench of people he could call on for specialized projects, and trained clients to use the support process instead of calling him directly. We also get into the realities of growing on the side, the high cost of client acquisition, one-year agreements, avoiding unnecessary tool commitments, and why your standard stack still needs room for exceptions when a client has an unusual backup, Wi-Fi, Mac, or large-data problem

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=== Guests: Mike Glasman

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Matt Forman from The Local Circuit and I sit down for a good old-fashioned MSP catch-up, covering his steady growth, a changing vendor stack, and why automation is helping his team do more without hiring faster than they need to. We also get into practical AI guardrails, ticket triage, and the tools that save real time in the field.

We talk through some decisions MSP owners deal with every day: changing cloud-distribution partners because of payment-processing costs, moving from Synchro to Halo and NinjaOne, and putting Huntress to work for endpoint and Microsoft 365 identity protection. Matt also explains how his internal AI tools are helping triage tickets, improve ticket subjects, produce technical suggestions, automate onboarding and offboarding, and reduce the little repetitive tasks that steal time from the day.

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Shaun Webber, Co-founder & CEO of Spotto, joins the IT Business Podcast to discuss an AI cloud-operations platform built to help MSPs manage and optimize Microsoft Azure environments at scale. Spotto surfaces actionable cost, performance, security, and reliability recommendations, with controlled remediation and automation designed to help providers reduce operational toil and identify service opportunities.

Guest: Shaun Webber

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Aaron Birnbaum, co-founder of Seron Security’s TRaViS ASM, joins the show to discuss an AI-enhanced external attack surface management platform built for proactive cybersecurity. TRaViS helps MSPs identify exposed assets, vulnerabilities, leaked credentials, and shadow IT, then turn that visibility into an actionable security service for clients.

Guest: Aaron Birnbaum

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Mark Balovnev, CEO of Cyrisma, joins the IT Business Podcast’s PitchIT 2026 series to discuss helping MSPs turn cyber risk and compliance into scalable services. Cyrisma consolidates vulnerability management, asset and data discovery, secure configuration, compliance tracking, and remediation workflows so providers can reduce tool sprawl and better operationalize security services.

Guest: Mark Balovnev

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Romain Basset, co-founder of belfor.io, joins the PitchIT 2026 conversation to discuss a human-risk-management platform built specifically for MSPs. Belfor helps providers deliver white-labeled security awareness content, adaptive phishing simulations, and actionable risk insights through native Microsoft 365 integration and automation.

Guest: Romain Basset

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Lewis Williams is the Technical Project Manager and founder behind Handover, a PitchIT 2026 company built for MSP delivery teams. Handover connects to HaloPSA and ConnectWise to turn live ticket and project data into client-ready status updates, action logs, risk registers, service reviews, and QBR packs—reducing the manual reporting workload for project and service-delivery teams.

Guest: Lewis Williams

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If you found value in this episode, share it with another MSP, IT provider, or tech entrepreneur. Your support helps keep practical, no-nonsense IT business conversations coming every week.

John Harden, Founder & CEO of Lemhi, joins the IT Business Podcast as a PitchIT 2026 participant to discuss turning client AI demand into a repeatable MSP service. Lemhi helps MSPs identify AI opportunities, build client-ready roadmaps, apply governance and enablement, and monitor adoption as an ongoing managed offering rather than a one-off project.

Guest: John Harden

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Danny Suk Brown, President of AppMeetup, joins the PitchIT 2026 series to discuss Nimo, an AI role-play and simulation platform for MSP teams. Nemo helps sales, technical, support, and leadership staff practice real-world client conversations, identify skill gaps, and retain institutional knowledge through repeatable coaching and analytics.

Guest: Danny Suk Brown

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🌐 Website: https://www.itbusinesspodcast.com/
🎙 Host: Marvin Bee
🛒 Uncle Marv’s Amazon Store (gear & tools I recommend): https://amzn.to/3EiyKoZ
☕ Support the show: https://ko-fi.com/itbusinesspodcast

If you found value in this episode, share it with another MSP, IT provider, or tech entrepreneur. Your support helps keep practical, no-nonsense IT business conversations coming every week.